6-Bromoquinoline → HCID 178422846, compound

HRID 1103707Notes

Reaction equation

HRID 1103707 reaction equation
Brc1ccc2ncccc2c1.Cc1ccc2c(cnn2C2CCCCO2)c1[B-](F)(F)F.[K+]>C1CCOC1.CC(=O)[O-].CC(=O)[O-].CC(C)(C)[O-].CCCCCC.CCCCP([C@]12C[C@H]3C[C@H](C[C@H](C3)C1)C2)[C@]12C[C@H]3C[C@H](C[C@H](C3)C1)C2.CCc1cc(CC)cc(CC)c1.CCc1cccc(CC)c1.CN(C)C=O.Cc1ccccc1.O.[Li+].[Pd+2]>Cc1ccc2c(cnn2C2CCCCO2)c1-c1ccc2ncccc2c1

Participants

14

Reactant 2

HCID 792436-BromoquinolineHCID 178422845HCID 178422845, compound

Product 1

HCID 178422846HCID 178422846, compoundYield 21.39%

Reagents, catalysts & solvents 11

HCID 236647642-Propanol, 2-methyl-, lithium salt (1:1)ReagentHCID 167845palladium(II) acetateCatalystHCID 178454859HCID 178454859, compoundCatalystHCID 962WaterSolventHCID 1140TolueneSolventHCID 6228DimethylformamideSolventHCID 76021,3,5-TriethylbenzeneSolventHCID 8028TetrahydrofuranSolventHCID 8058HexaneSolventHCID 88641,3-DiethylbenzeneSolventHCID 741954,4'-Bis(1,1-dimethylethyl)-1,1'-biphenylInternal standard

Conditions

Temperature
100 °C

Sources & evidence

ORD record
ord-502edab2abeb4c57a330fa79c519f978
Source dataset
Rapid material-sparing screening of 5760 Suzuki-Miyaura coupling reactions
Original link
View source

Reaction notes

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